Реакция #2069930

Уравнение реакции

m-chloroperbenzoic acid

4-allyloxy-4′-cyanobiphenyl

→

4-cyano-4′-glycidylbiphenyl

Выход 68.4%

Растворители

methylene chloride

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas added in a few times to a solution
2. 2
   Другоеprepared
3. 3
   ФильтрацияThe deposited insoluble was filtered away
4. 4
   workup.ADDITIONwater was added to it for liquid-liquid separation
5. 5
   Промывкаthe organic layer was washed with an aqueous saturated sodium hydrosulfite solution
6. 6
   Сушкаdried with anhydrous magnesium sulfate
7. 7
   ДругоеThe solvent was evaporated away
8. 8
   Другоеthe residue was purified through silica gel column chromatography
9. 9
   Другоеfurther recrystallized from ethanol

Методика

20 g of m-chloroperbenzoic acid divided into portions was added in a few times to a solution prepared by dissolving 19 g of 4-allyloxy-4′-cyanobiphenyl in 150 ml of methylene chloride, and stirred at room temperature for 24 hours. The deposited insoluble was filtered away, water was added to it for liquid-liquid separation, and the organic layer was washed with an aqueous saturated sodium hydrosulfite solution and then dried with anhydrous magnesium sulfate. The solvent was evaporated away, and the residue was purified through silica gel column chromatography and further recrystallized from ethanol to obtain 13 g of 4-cyano-4′-glycidylbiphenyl.

Источник